Please Wait...
Cruise Search Results: book.cruiseshopping.com

(800) 650-7213

Princess October 12, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 12, 2025
Returns: San Juan, Puerto Rico
Sunday, October 19, 2025
Inside Outside Balcony Suite
$815
$885
$975
$1,145
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Columbus Day! Cruise on Columbus Day! (terms)
View Itinerary
10/12 San Juan, Puerto Rico
(Depart 07:00 PM)
10/13 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/14 St. Kitts
(08:00 AM - 06:00 PM)
10/15 Dominica
(08:00 AM - 06:00 PM)
10/16 Grenada
(08:00 AM - 06:00 PM)
10/17 Barbados
(07:00 AM - 07:00 PM)
10/18 Day At Sea
10/19 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 12, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 12, 2025
Returns: San Juan, Puerto Rico
Sunday, October 26, 2025
Inside Outside Balcony Suite
$1,494
$1,704
-
$2,677
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Columbus Day! Cruise on Columbus Day! (terms)
View Itinerary
10/12 San Juan, Puerto Rico
(Depart 07:00 PM)
10/13 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/14 St. Kitts
(08:00 AM - 06:00 PM)
10/15 Dominica
(08:00 AM - 06:00 PM)
10/16 Grenada
(08:00 AM - 06:00 PM)
10/17 Barbados
(07:00 AM - 07:00 PM)
10/18 Day At Sea
10/19 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 19, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 19, 2025
Returns: San Juan, Puerto Rico
Sunday, October 26, 2025
Inside Outside Balcony Suite
$774
$884
$979
$1,124
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
10/19 San Juan, Puerto Rico
(Depart 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 19, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 19, 2025
Returns: San Juan, Puerto Rico
Sunday, November 02, 2025
Inside Outside Balcony Suite
$1,304
$1,544
$1,809
$2,204
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
10/19 San Juan, Puerto Rico
(Depart 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 26, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 26, 2025
Returns: San Juan, Puerto Rico
Sunday, November 02, 2025
Inside Outside Balcony Suite
$620
$700
$795
$1,020
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
10/26 San Juan, Puerto Rico
(Depart 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 26, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 26, 2025
Returns: San Juan, Puerto Rico
Sunday, November 09, 2025
Inside Outside Balcony Suite
$1,250
$1,550
$1,895
$2,200
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
10/26 San Juan, Puerto Rico
(Depart 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/03 Day At Sea
11/04 Barbados
(08:00 AM - 06:00 PM)
11/05 Dominica
(08:00 AM - 06:00 PM)
11/06 Antigua
(08:00 AM - 06:00 PM)
11/07 St. Maarten
(08:00 AM - 06:00 PM)
11/08 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/09 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 02, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 02, 2025
Returns: San Juan, Puerto Rico
Sunday, November 09, 2025
Inside Outside Balcony Suite
$785
$845
$995
$1,195
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
11/02 San Juan, Puerto Rico
(Depart 07:00 PM)
11/03 Day At Sea
11/04 Barbados
(08:00 AM - 06:00 PM)
11/05 Dominica
(08:00 AM - 06:00 PM)
11/06 Antigua
(08:00 AM - 06:00 PM)
11/07 St. Maarten
(08:00 AM - 06:00 PM)
11/08 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/09 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 02, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 02, 2025
Returns: San Juan, Puerto Rico
Sunday, November 16, 2025
Inside Outside Balcony Suite
$1,460
$1,610
$2,035
$2,260
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
View Itinerary
11/02 San Juan, Puerto Rico
(Depart 07:00 PM)
11/03 Day At Sea
11/04 Barbados
(08:00 AM - 06:00 PM)
11/05 Dominica
(08:00 AM - 06:00 PM)
11/06 Antigua
(08:00 AM - 06:00 PM)
11/07 St. Maarten
(08:00 AM - 06:00 PM)
11/08 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/09 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/10 St. Maarten
(08:00 AM - 06:00 PM)
11/11 Dominica
(08:00 AM - 06:00 PM)
11/12 Barbados
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Day At Sea
11/15 St. Kitts
(07:00 AM - 04:00 PM)
11/16 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 09, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 09, 2025
Returns: San Juan, Puerto Rico
Sunday, November 16, 2025
Inside Outside Balcony Suite
$795
$845
$1,095
$1,145
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
View Itinerary
11/09 San Juan, Puerto Rico
(Depart 07:00 PM)
11/10 St. Maarten
(08:00 AM - 06:00 PM)
11/11 Dominica
(08:00 AM - 06:00 PM)
11/12 Barbados
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Day At Sea
11/15 St. Kitts
(07:00 AM - 04:00 PM)
11/16 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 09, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 09, 2025
Returns: San Juan, Puerto Rico
Sunday, November 23, 2025
Inside Outside Balcony Suite
$1,564
$1,664
-
$3,844
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
View Itinerary
11/09 San Juan, Puerto Rico
(Depart 07:00 PM)
11/10 St. Maarten
(08:00 AM - 06:00 PM)
11/11 Dominica
(08:00 AM - 06:00 PM)
11/12 Barbados
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Day At Sea
11/15 St. Kitts
(07:00 AM - 04:00 PM)
11/16 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/17 St. Maarten
(08:00 AM - 06:00 PM)
11/18 Dominica
(08:00 AM - 06:00 PM)
11/19 Barbados
(08:00 AM - 06:00 PM)
11/20 Day At Sea
11/21 Antigua
(07:00 AM - 05:00 PM)
11/22 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/23 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 16, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 16, 2025
Returns: San Juan, Puerto Rico
Sunday, November 23, 2025
Inside Outside Balcony Suite
$805
$855
$905
$955
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
11/16 San Juan, Puerto Rico
(Depart 07:00 PM)
11/17 St. Maarten
(08:00 AM - 06:00 PM)
11/18 Dominica
(08:00 AM - 06:00 PM)
11/19 Barbados
(08:00 AM - 06:00 PM)
11/20 Day At Sea
11/21 Antigua
(07:00 AM - 05:00 PM)
11/22 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/23 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 16, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 16, 2025
Returns: San Juan, Puerto Rico
Sunday, November 30, 2025
Inside Outside Balcony Suite
$1,464
$1,664
$1,764
$2,064
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
View Itinerary
11/16 San Juan, Puerto Rico
(Depart 07:00 PM)
11/17 St. Maarten
(08:00 AM - 06:00 PM)
11/18 Dominica
(08:00 AM - 06:00 PM)
11/19 Barbados
(08:00 AM - 06:00 PM)
11/20 Day At Sea
11/21 Antigua
(07:00 AM - 05:00 PM)
11/22 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/23 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/24 St. Maarten
(07:00 AM - 04:00 PM)
11/25 St. Lucia
(09:00 AM - 06:00 PM)
11/26 Barbados
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Dominica
(08:00 AM - 06:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 23, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 23, 2025
Returns: San Juan, Puerto Rico
Sunday, November 30, 2025
Inside Outside Balcony Suite
$695
$845
$845
$1,045
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
View Itinerary
11/23 San Juan, Puerto Rico
(Depart 07:00 PM)
11/24 St. Maarten
(07:00 AM - 04:00 PM)
11/25 St. Lucia
(09:00 AM - 06:00 PM)
11/26 Barbados
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Dominica
(08:00 AM - 06:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 23, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 23, 2025
Returns: San Juan, Puerto Rico
Sunday, December 07, 2025
Inside Outside Balcony Suite
$1,354
$1,604
-
$2,104
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
View Itinerary
11/23 San Juan, Puerto Rico
(Depart 07:00 PM)
11/24 St. Maarten
(07:00 AM - 04:00 PM)
11/25 St. Lucia
(09:00 AM - 06:00 PM)
11/26 Barbados
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Dominica
(08:00 AM - 06:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 30, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 30, 2025
Returns: San Juan, Puerto Rico
Sunday, December 07, 2025
Inside Outside Balcony Suite
$695
$795
$845
$995
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
11/30 San Juan, Puerto Rico
(Depart 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 30, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 30, 2025
Returns: San Juan, Puerto Rico
Sunday, December 14, 2025
Inside Outside Balcony Suite
$1,204
$1,404
$1,554
$2,004
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
11/30 San Juan, Puerto Rico
(Depart 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/08 Day At Sea
12/09 Barbados
(08:00 AM - 06:00 PM)
12/10 St. Lucia
(07:00 AM - 05:00 PM)
12/11 Antigua
(08:00 AM - 06:00 PM)
12/12 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
12/13 St. Kitts
(07:00 AM - 04:00 PM)
12/14 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 07, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 07, 2025
Returns: San Juan, Puerto Rico
Sunday, December 14, 2025
Inside Outside Balcony Suite
$549
$649
$699
$949
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/07 San Juan, Puerto Rico
(Depart 07:00 PM)
12/08 Day At Sea
12/09 Barbados
(08:00 AM - 06:00 PM)
12/10 St. Lucia
(07:00 AM - 05:00 PM)
12/11 Antigua
(08:00 AM - 06:00 PM)
12/12 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
12/13 St. Kitts
(07:00 AM - 04:00 PM)
12/14 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 07, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 07, 2025
Returns: San Juan, Puerto Rico
Sunday, December 21, 2025
Inside Outside Balcony Suite
$1,194
$1,404
-
$1,824
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/07 San Juan, Puerto Rico
(Depart 07:00 PM)
12/08 Day At Sea
12/09 Barbados
(08:00 AM - 06:00 PM)
12/10 St. Lucia
(07:00 AM - 05:00 PM)
12/11 Antigua
(08:00 AM - 06:00 PM)
12/12 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
12/13 St. Kitts
(07:00 AM - 04:00 PM)
12/14 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 14, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 14, 2025
Returns: San Juan, Puerto Rico
Sunday, December 21, 2025
Inside Outside Balcony Suite
$685
$795
$785
$815
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/14 San Juan, Puerto Rico
(Depart 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 14, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 14, 2025
Returns: San Juan, Puerto Rico
Sunday, December 28, 2025
Inside Outside Balcony Suite
$1,450
$1,710
$2,020
$2,430
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
View Itinerary
12/14 San Juan, Puerto Rico
(Depart 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/22 Tortola, British Virgin Islands
(07:00 AM - 04:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(07:00 AM - 05:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 05:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 21, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 21, 2025
Returns: San Juan, Puerto Rico
Sunday, December 28, 2025
Inside Outside Balcony Suite
$795
$945
$1,215
$1,545
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
View Itinerary
12/21 San Juan, Puerto Rico
(Depart 07:00 PM)
12/22 Tortola, British Virgin Islands
(07:00 AM - 04:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(07:00 AM - 05:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 05:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 21, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 21, 2025
Returns: San Juan, Puerto Rico
Sunday, January 04, 2026
Inside Outside Balcony Suite
$2,310
$2,650
$2,880
$4,770
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/21 San Juan, Puerto Rico
(Depart 07:00 PM)
12/22 Tortola, British Virgin Islands
(07:00 AM - 04:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(07:00 AM - 05:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 05:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 28, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 28, 2025
Returns: San Juan, Puerto Rico
Sunday, January 04, 2026
Inside Outside Balcony Suite
-
-
$1,645
$1,745
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/28 San Juan, Puerto Rico
(Depart 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 28, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 28, 2025
Returns: San Juan, Puerto Rico
Sunday, January 11, 2026
Inside Outside Balcony Suite
$2,204
$2,454
$2,774
$4,374
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/28 San Juan, Puerto Rico
(Depart 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
01/05 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
01/06 St. Kitts
(07:00 AM - 05:00 PM)
01/07 St. Lucia
(09:00 AM - 07:00 PM)
01/08 Grenada
(08:00 AM - 06:00 PM)
01/09 Barbados
(08:00 AM - 06:00 PM)
01/10 Day At Sea
01/11 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess January 04, 2026 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, January 04, 2026
Returns: San Juan, Puerto Rico
Sunday, January 11, 2026
Inside Outside Balcony Suite
$699
$799
$1,049
$1,349
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
01/04 San Juan, Puerto Rico
(Depart 07:00 PM)
01/05 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
01/06 St. Kitts
(07:00 AM - 05:00 PM)
01/07 St. Lucia
(09:00 AM - 07:00 PM)
01/08 Grenada
(08:00 AM - 06:00 PM)
01/09 Barbados
(08:00 AM - 06:00 PM)
01/10 Day At Sea
01/11 San Juan, Puerto Rico
(Arrive 06:00 AM)
Search Results 1 - 25 of 78
Search Results 1 - 25 of 78